2,6-Di-tert-butyl-P-benzoquinone

Base Information

• Chemical Name: 2,6-Di-tert-butyl-P-benzoquinone
• CAS No.: 719-22-2
• Molecular Formula: C14H20 O2
• Molecular Weight: 220.312
• Hs Code.: 2914690090
• European Community (EC) Number: 211-946-0
• NSC Number: 14448
• UNII: 4C9D8L0Y0T
• DSSTox Substance ID: DTXSID7021493
• Nikkaji Number: J65.911H
• Wikidata: Q27161373
• Metabolomics Workbench ID: 42496
• ChEMBL ID: CHEMBL3185121
• Mol file: 719-22-2.mol

Synonyms:2,6-di-tert-butyl-4-benzoquinone;2,6-di-tert-butyl-p-benzoquinone;BHT-quinone

Chemical Property of 2,6-Di-tert-butyl-P-benzoquinone

Chemical Property:

• Appearance/Colour: orange powder
• Vapor Pressure: 0.00281mmHg at 25°C
• Melting Point: 65-67 ºC
• Boiling Point: 285.4 °C at 760 mmHg
• Flash Point: 106.2 °C
• PSA: 34.14000
• Density: 1.027 g/cm³
• LogP: 3.08320
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 220.146329876
• Heavy Atom Count: 16
• Complexity: 359

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S22:; S26:; S36/37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C

Technology Process of 2,6-Di-tert-butyl-P-benzoquinone

There total 286 articles about 2,6-Di-tert-butyl-P-benzoquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

2,4,6-tri-tert-butylphenoxol (732-26-3) + acetonitrile (75-05-8,26809-02-9) → 2-methyl-5,7-di-tert-butyl-1,3-benzoxazole (64130-73-0) + N-tert-butylacetamide (762-84-5) + 2,4-di-tert-Butylphenol (96-76-4) + 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + isobutene (115-11-7,15220-85-6) + tert-butyl alcohol (75-65-0)

Guidance literature:

With thianthrene cation radical perchlorate; Product distribution; Mechanism; also other trisubstituted phenols and further reactants RCN;

DOI:10.1021/jo00035a031

Reference yield: 65.0%

2,6-di-tert-butylphenol (128-39-2) → 2,6-di-tert-butyl-4-hydroxyphenol (2444-28-2) + 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2)

Guidance literature:

With dihydrogen peroxide; Ti-superoxide; In water; acetic acid; at 50 - 60 ℃; for 3.25h; Product distribution / selectivity;

Reference yield: 26.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 3,3',5,5'-tetramethyldiphenoquinone (4906-22-3) + 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + 2,6-dimethyl-1,4-benzoquinone (527-61-7) + 3,5-dimethyl-3',5'-di-t-butyl-4,4'-diphenoquinone (126657-30-5)

Guidance literature:

With 2,6-di-tert-butylphenol; manganese triacetate; acetic anhydride; In acetic acid; at 100 ℃; for 0.166667h; Further byproducts given;

DOI:10.1246/bcsj.65.620

upstream raw materials:

2,6-di-tert-butyl-4-methyl-phenol

2,4,6-tri-tert-butylphenoxol

2,6-Di-t-butyl-4-methoxyphenol

3,5-di-t-butyl-4-hydroxybenzaldehyde

Downstream raw materials:

2,6-di-tert-butyl-4-hydroxyphenol

2,6-di-tert-butyl-1,4-benzoquinone monooxime

(+/-)-5r,6t-di-tert-butyl-2-hydroxy-cyclohex-2-ene-1,4-dione

2,6-Di-tert-butyl-4-phenylazo-phenol

Refernces

• 1、 Barton, Derek H. R.,Le Gloahec, Valerie N.. "An efficient preparation of 2,6-di-t-butyl-1,4-benzoquinone". . p. 3625 - 3630. Retrieved 1997.
• 2、 Ahmad, M. Shahwaz,Ahmad, Musheer,Kamal, Samrah,Khalid, Mohd,Khan, M. Shahnawaz,Shahid, M.. "Effect of structural variation on enzymatic activity in tetranuclear (Cu4) clusters with defective cubane core". . . Retrieved 2021.
• 3、 Zengin, Ali,Karao?lu, Kaan,Emirik, Mustafa,Mente?e, Emre,Serbest, Kerim. "Mononuclear Cu(II) complex of an oxime ligand derived from N-Heterocyclic hydrazide: Synthesis, spectroscopy, electrochemistry, DFT calculations and catecholase activity". . p. 444 - 449. Retrieved 2019.
• 4、 Nishinaga et al.. "". . p. 3597. Retrieved 1978.
• 5、 Ali, Arif,Mishra, Snehasis,Kamaal, Saima,Alarifi, Abdullah,Afzal, Mohd,Saha, Krishna Das,Ahmad, Musheer. "Evaluation of catacholase mimicking activity and apoptosis in human colorectal carcinoma cell line by activating mitochondrial pathway of copper(II) complex coupled with 2-(quinolin-8-yloxy)(methyl)benzonitrile and 8-hydroxyquinoline". . . Retrieved 2021.
• 6、 Iwado, Akimasa,Mifune, Masaki,Kato, Jiro,Oda, Junko,Chikuma, Masahiko,Motohashi, Noriko,Saito, Yutaka. "Catalytic activity of anion-exchange resins modified with metal-porphine in oxidative reactions of phenols". . p. 1831 - 1832. Retrieved 2000.
• 7、 Suttie. "". . p. 953. Retrieved 1969.
• 8、 Yamada, Masaki,Araki, Koji,Shiraishi, Shinsaku. "A Cobalt(II) Complex of a New Salen Analogue as an Oxygenation Catalyst of Higher Activity". . p. 530 - 531. Retrieved 1988.
• 9、 Popp,Reitz. "". . p. 3646. Retrieved 1972.
• 10、 An, Haiyan,Chang, Shenzhen,Chen, Yanhong,Huang, Yaohui,Luo, Huiyun,Zhu, Qingshan. "Polyoxometalate-based supramolecular porous frameworks with dual-active centers towards highly efficient synthesis of functionalized: P -benzoquinones". . p. 8591 - 8603. Retrieved 2021/11/17.